Hi all, I've got a client with some backup software installed on their Win 2008 R2 server that has the ability to send alert emails. They do not have Exchange or any other email server applications installed, so I installed the IIS SMTP server. The idea here is that this server will then relay the emails to our own mail server and they'll wind up in my inbox.
I've set up our domain as a Remote Domain and enabled the "Allow incoming mail to be relayed to this domain" option. I've also enabled the smarthost option, since the client's ISP blocks all outbound traffic on port 25 other than to their own mail hosts.
IIS is accepting emails from the 3rd party app and queuing them, but for some reason they are not being relayed to us. I was leaning toward the issue with the ISP and having to smarthost through them being the cause of the trouble, but in the SMTP logs I don't even see any connection attempts to the smarthost. I've tested via telnet as well, with the same results - the message is accepted by IIS and then just sits in the Queue folder.
Should I be able to see some activity there? Here is a sample from the SMTP log of a couple of test sessions:
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#Software: Microsoft Internet Information Services 7.5
#Version: 1.0
#Date: 2013-01-18 19:14:27
#Fields: date time c-ip cs-username s-sitename s-computername s-ip s-port cs-method cs-uri-stem cs-uri-query sc-status sc-win32-status sc-bytes cs-bytes time-taken cs-version cs-host cs(User-Agent) cs(Cookie) cs(Referer)
2013-01-18 19:14:27 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 EHLO - +HPTS-SP3.HPMED.LOCAL 250 0 234 25 0 SMTP - - - -
2013-01-18 19:14:27 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 MAIL - +FROM:<ssiservices@hpmedicaL__NOSPAM__.com> 250 0 50 37 0 SMTP - - - -
2013-01-18 19:14:27 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 RCPT - +TO:<backup@f12__NO__SPAM__.net> 250 0 27 24 0 SMTP - - - -
2013-01-18 19:14:27 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 DATA - +<78861168.23.1358536467206.JavaMail.HPTS-SP3$@HPTS-SP3> 250 0 139 549 0 SMTP - - - -
2013-01-18 19:14:27 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 QUIT - HPTS-SP3.HPMED.LOCAL 240 16 69 4 0 SMTP - - - -
#Software: Microsoft Internet Information Services 7.5
#Version: 1.0
#Date: 2013-01-18 20:41:03
#Fields: date time c-ip cs-username s-sitename s-computername s-ip s-port cs-method cs-uri-stem cs-uri-query sc-status sc-win32-status sc-bytes cs-bytes time-taken cs-version cs-host cs(User-Agent) cs(Cookie) cs(Referer)
2013-01-18 20:41:03 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 EHLO - +HPTS-SP3.HPMED.LOCAL 250 0 234 25 15 SMTP - - - -
2013-01-18 20:41:03 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 MAIL - +FROM:<ssiservices@hpmedicaL__NOSPAM__.com> 250 0 50 37 0 SMTP - - - -
2013-01-18 20:41:03 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 RCPT - +TO:<backup@f12__NO__SPAM__.net> 250 0 27 24 0 SMTP - - - -
2013-01-18 20:41:03 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 DATA - +<679307485.38.1358541663446.JavaMail.HPTS-SP3$@HPTS-SP3> 250 0 140 550 31 SMTP - - - -
2013-01-18 20:41:03 10.25.100.11 HPTS-SP3.HPMED.LOCAL SMTPSVC1 HPDC-SP3 10.25.100.10 0 QUIT - HPTS-SP3.HPMED.LOCAL 240 187 69 4 0 SMTP - - - -
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